Synthesis of Energetic Polymers.

Abstract

Three general synthetic routes to the preparation of energetic oxetanes and tetrahydrofurans were investigated during the first year of the program. Subsequently, 3-(2-fluoro-2,2-dinitroethyl-3-methyloxetane (FOE) was prepared and polymerized to give oligomers with molecular weights ranging from 6,000 to 15,000. Efforts to develop a general synthetic route to 3-nitroalkyl substituted oxetanes starting with methylene malonate were not successful. However, work on an alternative general route to oxetanes afforded oxetane 3,3-diacetic acid in low yield. This material could be used to prepare a series of nitro esters of oxetane, but this work was terminated as our experience has shown that cationic polymerization of esters does not produce significant conversion of the monomer. Work on a general route to nitroalkyl-substituted tetrahydrofurans resulted in 3-(2,2-dinitropropyl)tetrahydrofuran (3-DNPTHF), which was prepared using a synthetic route of general applicability to other 3-substituted tetrahydrofurans. A preliminary polymerization study yielded dimer and trimer, suggesting that polymerization was possible.

Open PDF

Document Details

Document Type
Technical Report
Publication Date
Oct 15, 1981
Accession Number
ADA107498

Entities

People

  • Donald L. Ross
  • G. E. Manser

Organizations

  • SRI International

Tags

Communities of Interest

  • Energy and Power Technologies
  • Ground and Sea Platforms
  • Weapons Technologies

DTIC Thesaurus Topics

  • Alkanes
  • Chemical Synthesis
  • Chemistry
  • Chlorides
  • Copolymers
  • Explosives
  • Explosives Initiators
  • Glass Transition Temperature
  • Materials
  • Materials Science
  • Melting Point
  • Military Research
  • Oligomers
  • Physical Properties
  • Polymers
  • Sodium Compounds
  • Transition Temperature

Fields of Study

  • Chemistry

Readers

  • Organic Chemistry
  • Polymer Science and Technology